Chester Travel Guide

Tourist Guide

Chester
Chester
Chester
Chester
Chester

Stay in a beautiful coastal location that delights with its beaches, islands and waterways. Hike, bike and sail through the picturesque area.

Founded in 1759 during the French and Indian War, Chester is one of the oldest communities on the east coast of Nova Scotia. Escape to the scenic shores of this coastal village to relax on its beaches, to sail across its waterways and to explore the neighboring islands.

With cold winters and wet springs, Chester is more of a summer destination. Find a pretty beach in front of the village, just off Peninsular Road. Dip your feet in the cool water and watch as yachts and trawlers make their way to and from the harbour.

A great way to spend the day is to tour the beautiful islands and waterways of St. Margret’s Bay. Hop aboard the ferry and stop off at Tancook Island. The 50-minute voyage travels to the two parts of the island: Little Tancook and Big Tancook. During your trip you will pass by many of Mahone Bay’s islands and may see porpoises and seals.

Tancook Island has some interesting beaches, including the “fossil beach” near where the ferry docks on Big Island. Hunt for a precious souvenir of millennia-old life frozen in time. Look for crabs, starfish and other marine creatures in rock pools. Hike or bike across the island landscapes and go bird watching on Big Tancook, where more than 70 species of resident and migratory birds can be seen.

Return to Chester and enjoy an evening performance at the Chester Playhouse. The cultural venue presents live theatre and music throughout the year. Bring your day to an end at one of the many restaurants that overlook the bay.

Consider planning your trip to coincide with Chester Race Week. The annual sailing regatta takes place around the middle of August and features teams from across North America. In addition to the spectacle on the water, there is live music and a big party at the end of the week.

You can reach Chester by flying into the international airport at Halifax. From here, it’s about a 1-hour drive south to the scenic coastal spot.

Oak Island Resort & Conference Centre

Oak Island Resort & Conference Centre

3.5 out of 5
36 Treasure Drive Western Shore NS
The price is AU$204 per night from 14 June to 15 June
AU$204
14 June - 15 June
includes taxes & fees
Stay at this business-friendly hotel in Western Shore. Enjoy free Wi-Fi, free parking and an outdoor pool. Popular attractions Oak Island and Tancook Island ...
8.2/10 Very Good! (495 reviews)
"Clean rooms . Ground level rooms are noisy due to outside traffic and activities from conferences. Surprised that room didn’t have water bottles. Restaurant was very good but limited menu or items on menu were not available."

Reviewed on 28 May 2026

Oak Island Resort & Conference Centre
The Homeport Motel

The Homeport Motel

2 out of 5
167 Victoria Road Lunenburg NS
The price is AU$191 per night from 8 June to 9 June
AU$191
8 June - 9 June
includes taxes & fees
Stay at this motel in Lunenburg. Enjoy free Wi-Fi, free parking and a garden. Our guests praise the helpful staff and the clean rooms in their reviews. Popular ...
9/10 Wonderful! (604 reviews)
"Fabulous shower."

Reviewed on 1 June 2026

The Homeport Motel
Best Western Plus Bridgewater Hotel & Convention Centre

Best Western Plus Bridgewater Hotel & Convention Centre

3.5 out of 5
527 Highway 10 Exit 12 Cookville NS
The price is AU$276 per night from 4 June to 5 June
AU$276
4 June - 5 June
includes taxes & fees
Stay at this business-friendly hotel in Cookville. Enjoy free breakfast, free parking and room service. Our guests praise the helpful staff and the clean rooms ...
9.2/10 Wonderful! (1,006 reviews)
"The staff was very very friendly, the breakfast was good the rooms were clean and quiet. Our grandson really enjoyed the pool. The location of the hotel is excellent with shopping and restaurants across the road. Will definitely be staying there again."

Reviewed on 31 May 2026

Best Western Plus Bridgewater Hotel & Convention Centre
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Black Forest Cabins

Black Forest Cabins

3 out of 5
15 Longhill Rd Mahone Bay NS
Stay at this spa cabin in Mahone Bay. Enjoy free Wi-Fi, free parking and a full-service spa. Popular attractions Mahone Bay Swimming Pool and Have A Yarn are ...
9.4/10 Exceptional! (36 reviews)
"Cabins were really cute. The bed was super comfortable and the amenities were great. Would have liked to have had a least a microwave to reheat food tho. Another suggestion would be a table or shelving in the bathroom to place personal toiletries on. Location was wonderful, close to shops and restaurants ..."

Reviewed on 1 June 2026

Black Forest Cabins
Floating Cottage on The LaHave River close to beaches, golf, on Lighthouse Route

Floating Cottage on The LaHave River close to beaches, golf, on Lighthouse Route

Pleasantville NS
Stay at this houseboat in Pleasantville. Enjoy free Wi-Fi, a garden and patios. Popular attractions DesBrisay Museum and Woodland Gardens are located ...
10/10 Exceptional! (89 reviews)
"Everything was above and beyond our expectations, the property is amazing and every single detail was perfect, sharp knives, 100% cotton bedding and towels, the absolute best tasting tap water amazing,surprises to discover on short outings! Picture perfect views and the best stars at night.We hated ..."

Reviewed on 22 Aug 2025

Floating Cottage on The LaHave River close to beaches, golf, on Lighthouse Route
Luxury lakefront dome with private beach, close to nature and town!

Luxury lakefront dome with private beach, close to nature and town!

Lunenburg NS
Stay at this golf apartment in Pine Grove. Enjoy free Wi-Fi, patios and an in-room coffee maker. Popular attractions Osprey Ridge Golf Course and Bridgewater ...
10/10 Exceptional! (15 reviews)
"Beautiful, well-maintained property. Host was lovely and very communicative. The hot tub was a little bit grimy and the smoke detector appeared to be missing, but otherwise, everything was in great condition and I had a wonderful, relaxing stay. I am recommending to all of my friends and I can't ..."

Reviewed on 23 May 2026

Luxury lakefront dome with private beach, close to nature and town!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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